Ethyl propionate

Ethyl propionate
Names
	Preferred IUPAC name Ethyl propanoate
	Other names Ethyl propionate; n-Ethyl propanoate; Propanoic acid ethyl ester;
Identifiers
CAS Number	105-37-3;
3D model (JSmol)	Interactive image;
Beilstein Reference	506287
ChemSpider	7463;
EC Number	203-291-4;
PubChem CID	7749;
RTECS number	UF3675000;
UNII	AT9K8FY49U ;
UN number	N119
	InChI InChI=1/C5H10O2/c1-3-5(6)7-4-2/h3-4H2,1-2H3;
	SMILES CCOC(=O)CC;
Properties
Chemical formula	C5H10O2
Molar mass	102.133 g·mol−1
Appearance	Colorless Liquid
Density	0.884325 g/cm3
Melting point	−73.6 °C (−100.5 °F; 199.6 K)
Boiling point	98.9 °C (210.0 °F; 372.0 K)
Magnetic susceptibility (χ)	-66.5·10−6 cm3/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225
Precautionary statements	P403+P235
NFPA 704 (fire diamond)	2 2 0
Flash point	12 °C (54 °F; 285 K)
Autoignition; temperature	440 °C (824 °F; 713 K)
Explosive limits	1.9-11 %
Safety data sheet (SDS)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Ethyl propionate is an organic compound with formula C₂H₅O₂CCH₂CH₃. It is the ethyl ester of propionic acid. It is a colorless volatile liquid with a pineapple-like odor.^[3] Some fruits such as kiwis^[4] and strawberries^[5] contain ethyl propionate in small amounts.

Uses and reactions

It is also used in the production of some antimalarial drugs including pyrimethamine.^{[citation needed]}

Ethyl propionate can be synthesized by the Fischer esterification of ethanol and propionic acid:

CH₃CH₂OH + CH₃CH₂CO₂H → CH₃CH₂O₂CCH₂CH₃ + H₂O

It participates in condensation reactions by virtue of the weakly acidic methylene group.^[6]

References

^ "Material Safety Data Sheet : Ethyl propionate" (PDF). Chemblink.com. Retrieved 2015-02-27.
^ GHS: Record of Ethyl propionate in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ "Ethyl Propionate | Cameo Chemicals | Noaa". Cameochemicals.noaa.gov. Retrieved 2015-02-27.
^ Bartley, J. P.; Schwede, A. M. (1989). "Production of volatile compounds in ripening kiwi fruit (Actinidia chinensis)". Journal of Agricultural and Food Chemistry. 37 (4): 1023. doi:10.1021/jf00088a046.
^ Perez, A. G.; Rios, J. J.; Sanz, C.; Olias, J. M. (1992). "Aroma components and free amino acids in strawberry variety Chandler during ripening". Journal of Agricultural and Food Chemistry. 40 (11): 2232. doi:10.1021/jf00023a036.
^ Cox, Richard F. B.; McElvain, S. M. (1937). "Ethyl Ethoxalylpropionate". Organic Syntheses. 17: 54. doi:10.15227/orgsyn.017.0054.

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[msds-1] "Material Safety Data Sheet : Ethyl propionate" (PDF). Chemblink.com. Retrieved 2015-02-27.

[GESTIS-2] GHS: Record of Ethyl propionate in the GESTIS Substance Database of the Institute for Occupational Safety and Health

[3] "Ethyl Propionate | Cameo Chemicals | Noaa". Cameochemicals.noaa.gov. Retrieved 2015-02-27.

[4] Bartley, J. P.; Schwede, A. M. (1989). "Production of volatile compounds in ripening kiwi fruit (Actinidia chinensis)". Journal of Agricultural and Food Chemistry. 37 (4): 1023. doi:10.1021/jf00088a046.

[5] Perez, A. G.; Rios, J. J.; Sanz, C.; Olias, J. M. (1992). "Aroma components and free amino acids in strawberry variety Chandler during ripening". Journal of Agricultural and Food Chemistry. 40 (11): 2232. doi:10.1021/jf00023a036.

[6] Cox, Richard F. B.; McElvain, S. M. (1937). "Ethyl Ethoxalylpropionate". Organic Syntheses. 17: 54. doi:10.15227/orgsyn.017.0054.

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[6]

v t e Esters
Methyl esters	Methyl formate Methyl acetate Methyl propionate Methyl butyrate Methyl pentanoate
Ethyl esters	Ethyl formate Ethyl acetate Ethyl propionate Ethyl butyrate Ethyl pentanoate Ethyl hexanoate Ethyl heptanoate Ethyl octanoate Ethyl decanoate
Propyl esters	Propyl acetate Propyl propanoate Isopropyl acetate Isopropyl palmitate
Butyl esters	Butyl acetate Butyl butyrate Isobutyl acetate
Amyl esters	Amyl acetate Pentyl propanoate Pentyl butyrate Pentyl pentanoate Pentyl hexanoate Isoamyl acetate Sec-Amyl acetate

Ethyl propionate

Uses and reactions

See also

References

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